CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191988 (105689)

Formula C₅₄H₅₂O₁₉

MW 1004.99

InChIKey VAKPECSFQPSYGO-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 125

Number_Heavy_Atoms 73

Number_Rings 10

Number_Bonds 134

Rotat_Bonds 25

Unbranched_Chain 2

Chiral_Centers 14

ONatoms 19

HB_Donor 13

HB_Acceptor 13

OpenEye_HB_Donors 13

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 13

Lipinski_HB_Acceptors 19

Lipinski_Violations 3

XLogP3 0

XLogP 1.73

logP 3.2736

PSA 318.37

MR 256.853

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -655.93994

PM7_Total_Energy_ev -12943.0042

PM7_Electronic_Energy_ev -186534.37905

PM7_Dipole_Debye 2.16461

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.869

PM7_LUMO_Energy_ev -0.237

PM7_COSMO_Area_square_ang 735.44

PM7_COSMO_Volue_cubic_ang 1171.81

PM7_Electron_Affinity_ev 0.237

PM7_Ionization_Energy_ev 8.869

PM7_Energy_Gap_ev 8.632

PM7_Global_Hardness_ev 4.316

PM7_Global_Softness_ev 0.23169601482854496

PM7_Chemical_Potential_ev -4.553

PM7_Electronigativity_ev 4.553

PM7_Back_Donation_Energy_ev -1.079

PM7_Electrophilicity_ev 2.401507066728452

OPENEYE_Name (2~{S},3~{R},4~{S},5~{S},6~{R})-2-[3-hydroxy-5-[(2~{R},3~{R})-4-[(2~{S},3~{S})-6-hydroxy-2-(4-hydroxyphenyl)-4-[(~{E})-2-(4-hydroxyphenyl)vinyl]-2,3-dihydrobenzofuran-3-yl]-2-(4-hydroxyphenyl)-6-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-2,3-dihydrobenzofuran-3-yl]phenoxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

SMILES c1cc(ccc1C=Cc2cc(cc3c2C(C(O3)c4ccc(cc4)O)c5cc(cc6c5C(C(O6)c7ccc(cc7)O)c8cc(cc(c8)OC9C(C(C(C(O9)CO)O)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cc3O[C@H]([C@@H](c3c(c2)[C@@H]2[C@H](Oc3c2c(/C=C/c2ccc(cc2)O)cc(c3)O)c2ccc(cc2)O)c2cc(O)cc(c2)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C54H52O19/c55-22-39-45(62)47(64)49(66)53(72-39)68-34-17-28(16-32(60)18-34)42-43-36(20-35(69-54-50(67)48(65)46(63)40(23-56)73-54)21-38(43)71-51(42)25-5-11-30(58)12-6-25)44-41-27(4-1-24-2-9-29(57)10-3-24)15-33(61)19-37(41)70-52(44)26-7-13-31(59)14-8-26/h1-21,39-40,42,44-67H,22-23H2

InChI_3D 1S/C54H52O19/c55-22-39-45(62)47(64)49(66)53(72-39)68-34-17-28(16-32(60)18-34)42-43-36(20-35(69-54-50(67)48(65)46(63)40(23-56)73-54)21-38(43)71-51(42)25-5-11-30(58)12-6-25)44-41-27(4-1-24-2-9-29(57)10-3-24)15-33(61)19-37(41)70-52(44)26-7-13-31(59)14-8-26/h1-21,39-40,42,44-67H,22-23H2/b4-1+/t39-,40-,42-,44+,45-,46-,47+,48+,49-,50-,51+,52-,53-,54-/m1/s1

AuxInfo 1/0/N:37,1,2,38,3,4,5,6,7,8,9,10,11,12,13,14,15,19,17,16,18,54,53,20,22,23,21,24,30,31,32,35,33,36,34,25,28,29,50,49,26,39,27,40,46,45,44,43,48,47,41,42,52,51,71,70,59,60,61,63,62,67,66,65,64,69,68,73,72,55,56,58,57/E:(2,3)(5,6)(7,8)(9,10)(11,12)(13,14)/rA:125cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;;d1;s2;d3;s4;d5;s6;;;;;;;;s1d2;d13;s3d4;s5d6;d14s15;d16;s21;s25;s17d26;s18d27;s7d8;s9d10;s11d12;s13d17;s16d18;s14d19;d15s19;s20;s21w37;s24s27;s25s26;s22s39;s23s40;;;s43;s44;s43;s44;s45;s46;s47;s48;s49;s50;s28s42;s29s41;s49s51;s50s52;s30;s31;s32;s33;s35;s43;s44;s45;s46;s47;s48;s53;s54;s34s51;s36s52;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s37;s38;s39;s40;s41;s42;s43;s44;s45;s46;s47;s48;s49;s50;s51;s52;s53;s53;s54;s54;s59;s60;s61;s62;s63;s64;s65;s66;s67;s68;s69;s70;s71;/rC:-1.5105,-.1215,0;-2.3788,-1.6236,0;5.1848,-5.7989,0;3.4879,-6.1606,0;4.3754,2.6509,0;5.5364,1.3617,0;-2.3807,.3815,0;-3.249,-1.1206,0;5.3943,-6.782,0;3.6974,-7.1437,0;5.1223,3.3236,0;6.2834,2.0343,0;;1.0755,-3.2391,0;1.9415,-4.7426,0;5.0742,-.6843,0;.868,1.5138,0;5.9519,-2.1925,0;.2065,-4.7409,0;-1.5139,-1.1216,0;.868,-.4978,0;4.2326,-5.4932,0;4.5862,1.6734,0;1.9425,-3.7374,0;4.2093,-1.1876,0;1.736,-.0012,0;4.2059,-2.1876,0;1.736,1.0058,0;5.0782,-2.6906,0;-3.2544,-.1155,0;4.6517,-7.4594,0;6.0801,3.0187,0;0,1.0058,0;5.9455,-1.1868,0;.2075,-3.7357,0;1.0735,-5.2495,0;.0012,-1.9973,0;.8675,-1.4978,0;3.4577,-2.8618,0;2.6938,-.3125,0;3.8678,-3.7816,0;3.2858,.5023,0;9.3077,-1.7752,0;-1.1287,-7.8573,0;9.6529,-.8366,0;-.4919,-8.6284,0;8.3233,-1.9512,0;-.7848,-6.9183,0;9.0071,-.0663,0;.4988,-8.4587,0;7.6775,-1.1808,0;.206,-6.7486,0;8.4159,1.5808,0;2.2195,-8.7779,0;2.6938,1.3169,0;4.8692,-3.6758,0;8.0162,-.2345,0;.8528,-7.518,0;-4.1202,.385,0;4.8602,-8.4375,0;6.8232,3.6879,0;-.8675,1.5032,0;-1.3058,-2.857,0;9.3085,-3.5252,0;-2.6408,-6.9763,0;11.1663,-1.7153,0;-2.0135,-9.4929,0;7.4575,-2.4516,0;-.7808,-5.9183,0;8.078,2.522,0;3.2027,-8.9602,0;6.8098,-.6838,0;1.0725,-6.2495,0;-1.077,.1276,0;-2.3783,-2.1236,0;5.5556,-5.4636,0;3.0125,-6.0057,0;3.8996,2.8047,0;5.6397,.8725,0;-2.379,.8815,0;-3.6814,-1.3716,0;5.8704,-6.9349,0;3.325,-7.4774,0;5.0169,3.8124,0;6.7585,1.8785,0;-.4327,-.2506,0;1.076,-2.7391,0;2.375,-4.9918,0;5.0732,-.1843,0;.868,2.0138,0;6.385,-2.4423,0;-.2275,-4.9892,0;.0009,-2.4973,0;1.3004,-1.748,0;3.1636,-2.4574,0;2.4904,-.7693,0;3.3923,-3.9364,0;3.6574,.1677,0;9.8,-1.8627,0;-1.4524,-8.2384,0;9.9749,-.4541,0;-.3237,-9.0992,0;8.4949,-2.4208,0;-1.2769,-6.83,0;9.4408,.1827,0;.4954,-8.9587,0;7.3567,-1.5643,0;.0364,-6.2782,0;8.8865,1.7498,0;7.9453,1.4119,0;2.1283,-9.2695,0;2.3107,-8.2863,0;-4.1199,.885,0;5.3358,-8.5917,0;6.7192,4.177,0;-.869,2.0032,0;-1.7395,-3.1059,0;9.7416,-3.775,0;-3.0748,-7.2246,0;11.5999,-1.4664,0;-2.0169,-9.9929,0;7.4577,-2.9516,0;-1.2128,-5.6666,0;8.4011,2.9036,0;3.3696,-9.4316,0;

Duplicates ChEBI191988

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191988.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191988.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191988.sdf

Formula	C₅₄H₅₂O₁₉
MW	1004.99
InChIKey	VAKPECSFQPSYGO-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	125
Number_Heavy_Atoms	73
Number_Rings	10
Number_Bonds	134
Rotat_Bonds	25
Unbranched_Chain	2
Chiral_Centers	14
ONatoms	19
HB_Donor	13
HB_Acceptor	13
OpenEye_HB_Donors	13
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	13
Lipinski_HB_Acceptors	19
Lipinski_Violations	3
XLogP3	0
XLogP	1.73
logP	3.2736
PSA	318.37
MR	256.853
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-655.93994
PM7_Total_Energy_ev	-12943.0042
PM7_Electronic_Energy_ev	-186534.37905
PM7_Dipole_Debye	2.16461
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.869
PM7_LUMO_Energy_ev	-0.237
PM7_COSMO_Area_square_ang	735.44
PM7_COSMO_Volue_cubic_ang	1171.81
PM7_Electron_Affinity_ev	0.237
PM7_Ionization_Energy_ev	8.869
PM7_Energy_Gap_ev	8.632
PM7_Global_Hardness_ev	4.316
PM7_Global_Softness_ev	0.23169601482854496
PM7_Chemical_Potential_ev	-4.553
PM7_Electronigativity_ev	4.553
PM7_Back_Donation_Energy_ev	-1.079
PM7_Electrophilicity_ev	2.401507066728452
OPENEYE_Name	(2~{S},3~{R},4~{S},5~{S},6~{R})-2-[3-hydroxy-5-[(2~{R},3~{R})-4-[(2~{S},3~{S})-6-hydroxy-2-(4-hydroxyphenyl)-4-[(~{E})-2-(4-hydroxyphenyl)vinyl]-2,3-dihydrobenzofuran-3-yl]-2-(4-hydroxyphenyl)-6-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-2,3-dihydrobenzofuran-3-yl]phenoxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
SMILES	c1cc(ccc1C=Cc2cc(cc3c2C(C(O3)c4ccc(cc4)O)c5cc(cc6c5C(C(O6)c7ccc(cc7)O)c8cc(cc(c8)OC9C(C(C(C(O9)CO)O)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cc3O[C@H]([C@@H](c3c(c2)[C@@H]2[C@H](Oc3c2c(/C=C/c2ccc(cc2)O)cc(c3)O)c2ccc(cc2)O)c2cc(O)cc(c2)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C54H52O19/c55-22-39-45(62)47(64)49(66)53(72-39)68-34-17-28(16-32(60)18-34)42-43-36(20-35(69-54-50(67)48(65)46(63)40(23-56)73-54)21-38(43)71-51(42)25-5-11-30(58)12-6-25)44-41-27(4-1-24-2-9-29(57)10-3-24)15-33(61)19-37(41)70-52(44)26-7-13-31(59)14-8-26/h1-21,39-40,42,44-67H,22-23H2
InChI_3D	1S/C54H52O19/c55-22-39-45(62)47(64)49(66)53(72-39)68-34-17-28(16-32(60)18-34)42-43-36(20-35(69-54-50(67)48(65)46(63)40(23-56)73-54)21-38(43)71-51(42)25-5-11-30(58)12-6-25)44-41-27(4-1-24-2-9-29(57)10-3-24)15-33(61)19-37(41)70-52(44)26-7-13-31(59)14-8-26/h1-21,39-40,42,44-67H,22-23H2/b4-1+/t39-,40-,42-,44+,45-,46-,47+,48+,49-,50-,51+,52-,53-,54-/m1/s1
AuxInfo	1/0/N:37,1,2,38,3,4,5,6,7,8,9,10,11,12,13,14,15,19,17,16,18,54,53,20,22,23,21,24,30,31,32,35,33,36,34,25,28,29,50,49,26,39,27,40,46,45,44,43,48,47,41,42,52,51,71,70,59,60,61,63,62,67,66,65,64,69,68,73,72,55,56,58,57/E:(2,3)(5,6)(7,8)(9,10)(11,12)(13,14)/rA:125cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;;d1;s2;d3;s4;d5;s6;;;;;;;;s1d2;d13;s3d4;s5d6;d14s15;d16;s21;s25;s17d26;s18d27;s7d8;s9d10;s11d12;s13d17;s16d18;s14d19;d15s19;s20;s21w37;s24s27;s25s26;s22s39;s23s40;;;s43;s44;s43;s44;s45;s46;s47;s48;s49;s50;s28s42;s29s41;s49s51;s50s52;s30;s31;s32;s33;s35;s43;s44;s45;s46;s47;s48;s53;s54;s34s51;s36s52;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s37;s38;s39;s40;s41;s42;s43;s44;s45;s46;s47;s48;s49;s50;s51;s52;s53;s53;s54;s54;s59;s60;s61;s62;s63;s64;s65;s66;s67;s68;s69;s70;s71;/rC:-1.5105,-.1215,0;-2.3788,-1.6236,0;5.1848,-5.7989,0;3.4879,-6.1606,0;4.3754,2.6509,0;5.5364,1.3617,0;-2.3807,.3815,0;-3.249,-1.1206,0;5.3943,-6.782,0;3.6974,-7.1437,0;5.1223,3.3236,0;6.2834,2.0343,0;;1.0755,-3.2391,0;1.9415,-4.7426,0;5.0742,-.6843,0;.868,1.5138,0;5.9519,-2.1925,0;.2065,-4.7409,0;-1.5139,-1.1216,0;.868,-.4978,0;4.2326,-5.4932,0;4.5862,1.6734,0;1.9425,-3.7374,0;4.2093,-1.1876,0;1.736,-.0012,0;4.2059,-2.1876,0;1.736,1.0058,0;5.0782,-2.6906,0;-3.2544,-.1155,0;4.6517,-7.4594,0;6.0801,3.0187,0;0,1.0058,0;5.9455,-1.1868,0;.2075,-3.7357,0;1.0735,-5.2495,0;.0012,-1.9973,0;.8675,-1.4978,0;3.4577,-2.8618,0;2.6938,-.3125,0;3.8678,-3.7816,0;3.2858,.5023,0;9.3077,-1.7752,0;-1.1287,-7.8573,0;9.6529,-.8366,0;-.4919,-8.6284,0;8.3233,-1.9512,0;-.7848,-6.9183,0;9.0071,-.0663,0;.4988,-8.4587,0;7.6775,-1.1808,0;.206,-6.7486,0;8.4159,1.5808,0;2.2195,-8.7779,0;2.6938,1.3169,0;4.8692,-3.6758,0;8.0162,-.2345,0;.8528,-7.518,0;-4.1202,.385,0;4.8602,-8.4375,0;6.8232,3.6879,0;-.8675,1.5032,0;-1.3058,-2.857,0;9.3085,-3.5252,0;-2.6408,-6.9763,0;11.1663,-1.7153,0;-2.0135,-9.4929,0;7.4575,-2.4516,0;-.7808,-5.9183,0;8.078,2.522,0;3.2027,-8.9602,0;6.8098,-.6838,0;1.0725,-6.2495,0;-1.077,.1276,0;-2.3783,-2.1236,0;5.5556,-5.4636,0;3.0125,-6.0057,0;3.8996,2.8047,0;5.6397,.8725,0;-2.379,.8815,0;-3.6814,-1.3716,0;5.8704,-6.9349,0;3.325,-7.4774,0;5.0169,3.8124,0;6.7585,1.8785,0;-.4327,-.2506,0;1.076,-2.7391,0;2.375,-4.9918,0;5.0732,-.1843,0;.868,2.0138,0;6.385,-2.4423,0;-.2275,-4.9892,0;.0009,-2.4973,0;1.3004,-1.748,0;3.1636,-2.4574,0;2.4904,-.7693,0;3.3923,-3.9364,0;3.6574,.1677,0;9.8,-1.8627,0;-1.4524,-8.2384,0;9.9749,-.4541,0;-.3237,-9.0992,0;8.4949,-2.4208,0;-1.2769,-6.83,0;9.4408,.1827,0;.4954,-8.9587,0;7.3567,-1.5643,0;.0364,-6.2782,0;8.8865,1.7498,0;7.9453,1.4119,0;2.1283,-9.2695,0;2.3107,-8.2863,0;-4.1199,.885,0;5.3358,-8.5917,0;6.7192,4.177,0;-.869,2.0032,0;-1.7395,-3.1059,0;9.7416,-3.775,0;-3.0748,-7.2246,0;11.5999,-1.4664,0;-2.0169,-9.9929,0;7.4577,-2.9516,0;-1.2128,-5.6666,0;8.4011,2.9036,0;3.3696,-9.4316,0;
Duplicates	ChEBI191988
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191988.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191988.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191988.sdf